CN115340814B - 一种阳离子型聚氨酯抗菌涂料的制备及其应用 - Google Patents
一种阳离子型聚氨酯抗菌涂料的制备及其应用 Download PDFInfo
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Abstract
本发明涉及涂料技术领域,且公开了一种阳离子型聚氨酯抗菌涂料的制备及其应用,以苯基咪唑、氯乙胺盐酸盐和二乙醇胺‑二氯均三嗪作为反应物,合成了一种咪唑阳离子型芳香二元醇聚氨酯扩链剂二乙醇胺‑二(苯基咪唑盐胺基)均三嗪化合物,参与到聚氨酯的扩链反应中,聚合得到的聚氨酯硬段中含有刚性的芳香环和三嗪环结构,提高了聚氨酯的热稳定性和力学等综合性能,同时引入了丰富的咪唑阳离子抗菌结构,赋予了水性聚氨酯涂料涂层优异的抗菌性能。
Description
技术领域
本发明涉及涂料技术领域,具体为一种阳离子型聚氨酯抗菌涂料。
背景技术
聚氨酯水性涂料具有环保、成膜性好、力学性能优良等优点,在工业生产和日常生活的各个领域都有广泛的应用,聚氨酯分为柔性软段和刚性硬段组成,其硬段是由异氰酸酯和小分子扩链剂组成,对聚氨酯的综合性能有很多影响,如二羟甲基丙酸、1,4-丁二醇、芳香二胺、对苯二酚二羟乙基醚等,如《对苯二酚-双(β-羟乙基)醚扩链聚醚型聚氨酯的研究》,报道了利用对苯二酚二羟乙基醚芳香二元醇作为扩链剂,得到的聚氨酯弹性体具有优良的物理力学性能,如强度高、回弹性好、压缩永久变形低等优点。
聚氨酯抗菌材料在涂料、医疗用品等方面有着重要的应用,如《季铵盐接触型水性聚氨酯的制备及其抗菌性能》,报道了利用叔胺化合物3-二甲胺基-1,2-丙二醇为扩链剂,并采用不同烷基链长卤代烷与叔胺基团发生季铵化,得到的季铵盐接触型水性聚氨酯具有优良的抗菌性能;本发明旨在合成新型的咪唑阳离子型芳香二元醇聚氨酯扩链剂,提高聚氨酯涂料的抗菌性和热稳定性等综合性能。
发明内容
(一)解决的技术问题
本发明提供了一种阳离子型聚氨酯抗菌涂料,提高了水性聚氨酯涂料涂层的抗菌性。
(二)技术方案
为实现上述目的,本发明提供以下技术方案:一种阳离子型聚氨酯抗菌涂料,包括阳离子型聚氨酯乳液、消泡剂、增稠剂、分散剂,所述阳离子型聚氨酯抗菌涂料通过如下步骤制备:
S1、向溶剂中加入100重量份数的苯基咪唑和72-90重量份数的氯乙胺盐酸盐,搅拌进行反应,然后中和、旋蒸除去溶剂,蒸馏水洗涤后将产物加入到乙醇中重结晶,得到苯基乙胺基咪唑盐。
S2、向丙酮溶剂中加入55-70重量份数二乙醇胺-二氯均三嗪、100重量份数苯基乙胺基咪唑盐和20-45重量份数催化剂,搅拌进行反应,反应后中和,旋蒸除去溶剂,去离子水和乙醚洗涤产物,然后加入到乙醇中重结晶,得到二乙醇胺-二(苯基咪唑盐胺基)均三嗪;
S3、将100重量份数的多元醇除水后与40-65重量份数的二异氰酸酯混合后,在氮气氛围中滴加0.1-0.3重量份数的二月桂酸二丁基锡,在60-75 ℃中搅拌反应2-3 h,然后加入7-12重量份数的二羟甲基丙酸,反应1-2 h,然后加入三乙胺中和并加入蒸馏水搅拌乳化,最后加入8-14重量份数的二乙醇胺-二(苯基咪唑盐胺基)均三嗪,反应1-3 h,得到阳离子型聚氨酯乳液。
S4、向阳离子型聚氨酯乳液中加入0.5-1%消泡剂、0.2-0.6%增稠剂、0.5-1.5%分散剂,高速乳化后得到阳离子型聚氨酯抗菌涂料。
优选的,所述S1中有机溶剂为四氢呋喃、乙腈、甲苯、N,N-二甲基甲酰胺。
优选的,所述S1中反应在80-120 ℃中回流36-72 h。
优选的,:所述S2中反应在75-90 ℃中回流6-18 h。
优选的,所述S2中催化剂包括氢氧化钠和碳酸钠、
优选的,所述S1中多元醇包括聚醚二元醇、聚四氢呋喃醚二醇、聚乙二醇、聚丙二醇、聚酯多元醇、聚醚多元醇。
优选的,所述S1中二异氰酸酯包括甲苯二异氰酸酯、六亚甲基二异氰酸酯、异佛尔酮二异氰酸酯、二苯甲烷二异氰酸酯。
(三)有益的技术效果
与现有技术相比,本发明具备以下有益技术效果:
该一种阳离子型聚氨酯抗菌涂料,以廉价易得的苯基咪唑、氯乙胺盐酸盐和二乙醇胺-二氯均三嗪作为反应物,合成了一种新型的咪唑阳离子型芳香二元醇聚氨酯扩链剂二乙醇胺-二(苯基咪唑盐胺基)均三嗪化合物,制备方法绿色高效,反应条件温和。
该均三嗪化合物扩链剂含有两个活性的羟乙基,参与到聚氨酯的扩链反应中,聚合得到的聚氨酯硬段中含有刚性的芳香环和三嗪环结构,提高了聚氨酯的热稳定性和力学等综合性能,同时引入了丰富的咪唑阳离子抗菌结构,赋予了水性聚氨酯涂料涂层优异的抗菌性能。
具体实施方式
实施例1
S1、向100 mL的乙腈溶剂中加入5 g的苯基咪唑和3.6 g的氯乙胺盐酸盐,在120℃中搅拌回流反应48 h,然后加入碳酸钾中和、旋蒸除去溶剂,蒸馏水洗涤后将产物加入到乙醇中重结晶,得到苯基乙胺基咪唑盐。
S2、向50 mL的丙酮溶剂中加入1.2 g的二乙醇胺-二氯均三嗪、2 g的苯基乙胺基咪唑盐和0.4 g的催化剂氢氧化钠,在80 ℃中搅拌回流反应6 h,反应后滴加稀盐酸中和,旋蒸除去溶剂,去离子水和乙醚洗涤产物,然后加入到乙醇中重结晶,得到二乙醇胺-二(苯基咪唑盐胺基)均三嗪。
S3、将10 g的聚四氢呋喃醚二醇除水后与4.8 g的2,4-甲苯二异氰酸酯混合后,在氮气氛围中滴加0.015 g的二月桂酸二丁基锡,在605 ℃中搅拌反应3 h,然后加入1.2 g的二羟甲基丙酸,反应2 h,然后加入三乙胺中和并加入蒸馏水搅拌乳化,最后加入0.8 g的二乙醇胺-二(苯基咪唑盐胺基)均三嗪,反应1 h,得到阳离子型聚氨酯乳液。
S4、向阳离子型聚氨酯乳液中加入0.5%消泡剂BYK-066N、0.3%增稠剂WT-203、0.5%分散剂BYK-W961,高速乳化后得到阳离子型聚氨酯抗菌涂料。
实施例2
S1、向150 mL的四氢呋喃溶剂中加入5 g的苯基咪唑和4.5 g的氯乙胺盐酸盐,在120 ℃中搅拌回流反应36 h,然后加入碳酸钾中和、旋蒸除去溶剂,蒸馏水洗涤后将产物加入到乙醇中重结晶,得到苯基乙胺基咪唑盐。
S2、向50 mL的丙酮溶剂中加入1.1 g的二乙醇胺-二氯均三嗪、2 g的苯基乙胺基咪唑盐和0.6 g的催化剂氢氧化钠,在90 ℃中搅拌回流反应18 h,反应后滴加稀盐酸中和,旋蒸除去溶剂,去离子水和乙醚洗涤产物,然后加入到乙醇中重结晶,得到二乙醇胺-二(苯基咪唑盐胺基)均三嗪。
S3、将10 g的聚醚二元醇除水后与5.2 g的2,4-甲苯二异氰酸酯混合后,在氮气氛围中滴加0.03 g的二月桂酸二丁基锡,在75 ℃中搅拌反应3 h,然后加入0.85 g的二羟甲基丙酸,反应1 h,然后加入三乙胺中和并加入蒸馏水搅拌乳化,最后加入1 g的二乙醇胺-二(苯基咪唑盐胺基)均三嗪,反应2 h,得到阳离子型聚氨酯乳液。
S4、向阳离子型聚氨酯乳液中加入1%消泡剂BYK-066N、0.3%增稠剂WT-203、1%分散剂BYK-W961,高速乳化后得到阳离子型聚氨酯抗菌涂料。
实施例3
S1、向200 mL的N,N-二甲基甲酰胺溶剂中加入5 g的苯基咪唑和4 g的氯乙胺盐酸盐,在120 ℃中搅拌回流反应48 h,然后加入碳酸钾中和、旋蒸除去溶剂,蒸馏水洗涤后将产物加入到乙醇中重结晶,得到苯基乙胺基咪唑盐。
S2、向80 mL的丙酮溶剂中加入1.4 g的二乙醇胺-二氯均三嗪、2 g的苯基乙胺基咪唑盐和0.9 g的催化剂碳酸钠,在90 ℃中搅拌回流反应6 h,反应后滴加稀盐酸中和,旋蒸除去溶剂,去离子水和乙醚洗涤产物,然后加入到乙醇中重结晶,得到二乙醇胺-二(苯基咪唑盐胺基)均三嗪。
S3、将10 g的聚醚多元醇除水后与6.5 g的异佛尔酮二异氰酸酯混合后,在氮气氛围中滴加0.01 g的二月桂酸二丁基锡,在65 ℃中搅拌反应2 h,然后加入0.8 g的二羟甲基丙酸,反应2 h,然后加入三乙胺中和并加入蒸馏水搅拌乳化,最后加入1.2 g的二乙醇胺-二(苯基咪唑盐胺基)均三嗪,反应1 h,得到阳离子型聚氨酯乳液。
S4、向阳离子型聚氨酯乳液中加入0.5%消泡剂BYK-066N、0.6%增稠剂WT-203、1.2%分散剂BYK-W961,高速乳化后得到阳离子型聚氨酯抗菌涂料。
实施例4
S1、向150 mL的甲苯溶剂中加入5 g的苯基咪唑和4.2 g的氯乙胺盐酸盐,在80 ℃中搅拌回流反应72 h,然后加入碳酸钾中和、旋蒸除去溶剂,蒸馏水洗涤后将产物加入到乙醇中重结晶,得到苯基乙胺基咪唑盐。
S2、向50 mL的丙酮溶剂中加入1.4 g的二乙醇胺-二氯均三嗪、2 g的苯基乙胺基咪唑盐和0.7 g的催化剂氢氧化钠,在90 ℃中搅拌回流反应12 h,反应后滴加稀盐酸中和,旋蒸除去溶剂,去离子水和乙醚洗涤产物,然后加入到乙醇中重结晶,得到二乙醇胺-二(苯基咪唑盐胺基)均三嗪。
S3、将10 g的聚四氢呋喃醚二醇除水后与4 g的4,4-二苯甲烷二异氰酸酯混合后,在氮气氛围中滴加0.02 g的二月桂酸二丁基锡,在75 ℃中搅拌反应3 h,然后加入0.7 g的二羟甲基丙酸,反应1 h,然后加入三乙胺中和并加入蒸馏水搅拌乳化,最后加入1.4 g的二乙醇胺-二(苯基咪唑盐胺基)均三嗪,反应1 h,得到阳离子型聚氨酯乳液。
S4、向阳离子型聚氨酯乳液中加入0.8%消泡剂BYK-066N、0.2%增稠剂WT-203、0.8%分散剂BYK-W961,高速乳化后得到阳离子型聚氨酯抗菌涂料。
将阳离子型聚氨酯抗菌涂料倒入模具中流延并干燥成膜,通过TGA热重分析仪对聚氨酯膜进行热重性能分析,升温速率10 ℃/min,测试范围20-600 ℃。
聚氨酯膜样品 | 起始分解温度(℃) | 50%质量分解温度(℃) |
实施例1 | 282.5 | 376.2 |
实施例2 | 297.9 | 390.7 |
实施例3 | 291.7 | 383.0 |
实施例4 | 276.0 | 370.2 |
将金黄色葡萄球菌接种到牛肉膏蛋白胨中培养活化,然后将活化的金黄色葡萄球菌菌悬液加入到无菌培养皿中,加入培养基和磷酸盐缓冲溶液,在37 ℃中恒温培养24 h,以加入聚氨酯膜作为试验样品,不加聚氨酯膜作为空白样品,培养后分别测定试验样品和空白样品活菌数,并计算抑菌率。
聚氨酯膜试验样品 | 活菌数(CFU/mL) | 抑菌率 |
实施例1 | 0.23×107 | 96.1 |
实施例2 | 0.10×107 | 98.3 |
实施例3 | 0.61×106 | 99.0 |
实施例4 | 0.14×106 | 99.8 |
空白样品 | 5.92×107 | - |
试验样品活菌数A,空白样品活菌数B,抑菌率Q=(B-A)/B。
Claims (7)
1.一种阳离子型聚氨酯抗菌涂料,包括阳离子型聚氨酯乳液、消泡剂、增稠剂、分散剂、其特征在于:所述阳离子型聚氨酯抗菌涂料通过如下步骤制备:
S1、向溶剂中加入100重量份数的苯基咪唑和72-90重量份数的氯乙胺盐酸盐,搅拌进行反应,然后中和、除去溶剂、洗涤后将产物加入到乙醇中重结晶,得到苯基乙胺基咪唑盐;
S2、向丙酮溶剂中加入55-70重量份数二乙醇胺-二氯均三嗪、100重量份数苯基乙胺基咪唑盐和20-45重量份数催化剂,搅拌进行反应,反应后中和、除去溶剂、洗涤产物,然后加入到乙醇中重结晶,得到二乙醇胺-二(苯基咪唑盐胺基)均三嗪;
S3、将100重量份数的多元醇除水后与40-65重量份数的二异氰酸酯混合后,在氮气氛围中滴加0.1-0.3重量份数的二月桂酸二丁基锡,在60-75 ℃中搅拌反应2-3 h,然后加入7-12重量份数的二羟甲基丙酸,反应1-2 h,然后加入三乙胺中和并加入蒸馏水搅拌乳化,最后加入8-14重量份数的二乙醇胺-二(苯基咪唑盐胺基)均三嗪,反应1-3 h,得到阳离子型聚氨酯乳液;
S4、向阳离子型聚氨酯乳液中加入0.5-1%消泡剂、0.2-0.6%增稠剂、0.5-1.5%分散剂,高速乳化后得到阳离子型聚氨酯抗菌涂料。
2.根据权利要求1所述的一种阳离子型聚氨酯抗菌涂料,其特征在于:所述S1中溶剂为四氢呋喃、乙腈、甲苯、N,N-二甲基甲酰胺。
3.根据权利要求1所述的一种阳离子型聚氨酯抗菌涂料,其特征在于:所述S1中反应在80-120 ℃中回流36-72 h。
4.根据权利要求1所述的一种阳离子型聚氨酯抗菌涂料,其特征在于:所述S2中反应在75-90 ℃中回流6-18 h。
5.根据权利要求1所述的一种阳离子型聚氨酯抗菌涂料,其特征在于:所述S2中催化剂包括氢氧化钠和碳酸钠。
6.根据权利要求1所述的一种阳离子型聚氨酯抗菌涂料,其特征在于:所述S3中多元醇包括聚醚二元醇、聚四氢呋喃醚二醇、聚乙二醇、聚丙二醇、聚酯多元醇、聚醚多元醇。
7.根据权利要求1所述的一种阳离子型聚氨酯抗菌涂料,其特征在于:所述S3中二异氰酸酯包括甲苯二异氰酸酯、六亚甲基二异氰酸酯、异佛尔酮二异氰酸酯、二苯甲烷二异氰酸酯。
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